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Plant Poisons
1/12/2015 saurabh bhargava 1
Plant Poisons
• A poisonous plant is one which, as a whole or a
part thereof; under all or certain conditions, and
in a manner and in amount likely to be taken or
brought into contact with an organism, will exert
harmful effects or cause death either
immediately or by reason of cumulative action
of the toxic property, due to the presence of
known or unknown chemical substances in it,
and not by mechanical action.
1/12/2015 2saurabh bhargava
Classification of Plant Poison
• Poisonous plants can be classified in a number
of ways, however the most common
classifications are:
1. Based on active chemical constituents
2. Based on physiological action
3. Based on taxonomical system
However they can also be classified based on the
poisonous parts (bark, root, leaves, seed etc) of
the plant.
1/12/2015 3saurabh bhargava
Lab Classification
• Neurotic- Papaver somniferum
• Spinal- Strychnos nux vomica
• Cerebral- Cannabis sativa, Erythroxylon coca,
Atropa balledonna, Dhatura fastuosa
• Cardiac- Nicotiana tabacum, Aconitum napellus,
Digitalis purpurea
• Irritant-Abrus precatorius, Calotropis gigantea,
Cytisus laburnum, Argemone mexicana, Croton
tiglium
• Miscellaneous- Cyanogenetic glycosides, Ergot,
Oleander (Glycoside), Poisonous Mushrooms
1/12/2015 4saurabh bhargava
Papaver somniferum
• Common names- poppy, white poppy, opium
poppy, carnation poppy
• Opium is air-dried, milky exude obtained by
incising the unripe capsules(pods) of poppy plant.
• Morphine is the most abundant alkaloid among
the more than 45 alkaloids present in opium.
• Traces of morphine are present in ripe & dry pods
but other alkaloids aren't present in ripe pods.
1/12/2015 5saurabh bhargava
Side affects of opium alkaloids
• ‘Narcotikos’ – lethargy or sluggishness
• ‘Opium’ – juice (Gk)
• Affects the CNS and produces the altered state
of mind.
• Relieves the pain and induces the sleep.
• Causes the physiological & psychological
dependency.
1/12/2015 6saurabh bhargava
Constituents of Opium
• Chief components of opium are:
– Morphine- 10 - 20%
– Narcotine- 0.75 - 10%
– Papaverine- 0.5 - 1%
– Thebaine- 0.2 - 1%
– Codeine- 0.2 - 0.8%
– Narceine- 0.1 - 0.5%
• These alkaloids don't exist as free bases, but in
combination with acids;
– meconic acids,
– lactic acids,
– sulphuric acids.
1/12/2015 7saurabh bhargava
OPIOIDS
• Natural opioids:
– Opium (morphine, codeine, thebaine)
• Semisynthetic opioids:
– Heroin & hydromorphone (morphine) and oxycodone
& etorphine (thebaine)
• Synthetic opioids:
– Fantanyl, methadone, pentazocine, meperidine etc.
• Endogenous opioids:
– Endorphines
1/12/2015 8saurabh bhargava
OPIUM, OPIATES & OPIOIDS
• Opium: latex, milky exude from unripe pods of
poppy plant (Papaver somniferum).
• Opiates: drugs extracted/derived from the
exude of poppy.
• Opioids: a natural or synthetic drug that binds
to opioid receptors producing agonist effect.
1/12/2015 9saurabh bhargava
Extraction of opium alkaloids
• Opium alkaloids are basic drugs i.e alkaline in
nature; so extracted by alkaline distillation.
• Stas otto method*
1/12/2015 10saurabh bhargava
Finely minced biological tissue in flask is mixed with 2-3 times its volume of distilled
water
Mixture is acidified with non volatile tartaric or dilute sulphuric acid
Mixture is subjected to steam distillation until all volatile substances have been
carried over to other end
At least 25 ml of distillate is collected for extraction of acidic ( alcohol, cyanide,
chloraldehyde, chloroform, phenols, petroleum hydrocarbons etc)
The material left in flask is made strongly alkaline by addition of 10% NaOH and again
steam distilled
The distillate is then collected in 5 ml of HCl
This acidic distillate is then taken into separating funnel and made alkaline with
ammonium solution and extracted with ether-chloroform (3:1)
Dried with anhydrous sodium sulphate and evaporated to dryness and this is used for
basic drug identification.
1/12/2015 11saurabh bhargava
Colour tests for opium alkaloids
• Frohde’s Test:
– To the dried residue of extract is added one drop of Frohde’s
reagent( 1% ammonium molybdate solution in concentrated
H2SO4).
– A violet colour changing to green and finally blue is
observed.
• Marquis Test:
– To the dried residue of extract is added one drop of Marquis
reagent (one drop of formalin in one ml of concentrated
H2SO4).
– A purple red colour is produced which changes to violet and
blue.
1/12/2015 12saurabh bhargava
• Zernic Nitric Acid Test:
– To the dried residue of extract is added one drop of
concentrated HNO3.
– Presence of yellow colour is indication of opium
alkaloids.
• Urotropine Test:
– To the dried residue of extract is added a few drops of
aqueous solution of urotropine and warmed slightly.
– A purple colour changing to blue and then green is
observed.
1/12/2015 13saurabh bhargava
– This test is performed in direct aqueous acidic
solution or in aqueous layer left after extraction of
organic poisons.
– A few drops of neutral solution of ferric chloride is
added to 1-2 ml of aqueous extract.
– A blood red colour is produced which is not
destroyed by boiling or by adding HCl or mercuric
chloride.
Test for Meconic Acid:
1/12/2015 14saurabh bhargava
Test for Porphyroxine:
– A few drops of dilute HCl are added to two drops
of acetic acid solution of the residue of extract.
– Warmed over a low flame.
– Pink or rose red colour are produced.
1/12/2015 15saurabh bhargava
Microcrystal Tests For Morphine
– These tests are performed with different reagents on
the residue of extract.
– The crystals formed show definite geometry,
characteristics to a particular plant poison.
– These tests may be used for screening f the samples.
Reagent Type of crystal
5% mercuric chloride Tufts
Potassium mercuric iodide Needles
5% potassium iodide Orange plates
1/12/2015 16saurabh bhargava
TLC of Opium Alkaloids
• Solvent system:
– Carbontetrachloride : n-butanol : methanol : 6N
ammonia (40:30:3:2)
– Xylene : butanone : methanol : diethyleamine
(40:40:6:2)
• HRf values of opium alkaloids
Active component Sys 1 Sys 2
Narcotine 90 74
Papaverine 85 70
Thebaine 80 56
Codeine 60 37
Morphine 40 15
Narceine 25 021/12/2015 17saurabh bhargava
• Spraying Reagents:
1. Dragendorff’s reagent (orange/red colour spots)
2. Acidified potassium iodoplatinate (violet/blue or
brown violet coloured spot)
1/12/2015 18saurabh bhargava
Gas Chromatographic Analysis of
Opioids
• The purified alkaloids from TLC plate is dissolved
in 0.5 ml alcohol and aliquot of 5 microlitre is
injected in GLC column.
• Method-
– Column: length 3 ft, diameter: 1/8”
– Material: spiral glass
– Stationary phase: 1% high efficiency- 8 B
– Carrier Gas: Nitrogen with flow rate of 60ml/min
– Temp.: 220C
– Detector: FID
1/12/2015 19saurabh bhargava
UV and IR Spectrometry of Opioids
• Principal peaks of morphine in IR spectra
– 805, 1243, 1118, 945, 1086, 833
• λmax (in nm) in diverse media (UV spectrography)
– Aqueous acid : 285
– Aqueous alkaline : 298
1/12/2015 20saurabh bhargava

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Plant poisons

  • 2. Plant Poisons • A poisonous plant is one which, as a whole or a part thereof; under all or certain conditions, and in a manner and in amount likely to be taken or brought into contact with an organism, will exert harmful effects or cause death either immediately or by reason of cumulative action of the toxic property, due to the presence of known or unknown chemical substances in it, and not by mechanical action. 1/12/2015 2saurabh bhargava
  • 3. Classification of Plant Poison • Poisonous plants can be classified in a number of ways, however the most common classifications are: 1. Based on active chemical constituents 2. Based on physiological action 3. Based on taxonomical system However they can also be classified based on the poisonous parts (bark, root, leaves, seed etc) of the plant. 1/12/2015 3saurabh bhargava
  • 4. Lab Classification • Neurotic- Papaver somniferum • Spinal- Strychnos nux vomica • Cerebral- Cannabis sativa, Erythroxylon coca, Atropa balledonna, Dhatura fastuosa • Cardiac- Nicotiana tabacum, Aconitum napellus, Digitalis purpurea • Irritant-Abrus precatorius, Calotropis gigantea, Cytisus laburnum, Argemone mexicana, Croton tiglium • Miscellaneous- Cyanogenetic glycosides, Ergot, Oleander (Glycoside), Poisonous Mushrooms 1/12/2015 4saurabh bhargava
  • 5. Papaver somniferum • Common names- poppy, white poppy, opium poppy, carnation poppy • Opium is air-dried, milky exude obtained by incising the unripe capsules(pods) of poppy plant. • Morphine is the most abundant alkaloid among the more than 45 alkaloids present in opium. • Traces of morphine are present in ripe & dry pods but other alkaloids aren't present in ripe pods. 1/12/2015 5saurabh bhargava
  • 6. Side affects of opium alkaloids • ‘Narcotikos’ – lethargy or sluggishness • ‘Opium’ – juice (Gk) • Affects the CNS and produces the altered state of mind. • Relieves the pain and induces the sleep. • Causes the physiological & psychological dependency. 1/12/2015 6saurabh bhargava
  • 7. Constituents of Opium • Chief components of opium are: – Morphine- 10 - 20% – Narcotine- 0.75 - 10% – Papaverine- 0.5 - 1% – Thebaine- 0.2 - 1% – Codeine- 0.2 - 0.8% – Narceine- 0.1 - 0.5% • These alkaloids don't exist as free bases, but in combination with acids; – meconic acids, – lactic acids, – sulphuric acids. 1/12/2015 7saurabh bhargava
  • 8. OPIOIDS • Natural opioids: – Opium (morphine, codeine, thebaine) • Semisynthetic opioids: – Heroin & hydromorphone (morphine) and oxycodone & etorphine (thebaine) • Synthetic opioids: – Fantanyl, methadone, pentazocine, meperidine etc. • Endogenous opioids: – Endorphines 1/12/2015 8saurabh bhargava
  • 9. OPIUM, OPIATES & OPIOIDS • Opium: latex, milky exude from unripe pods of poppy plant (Papaver somniferum). • Opiates: drugs extracted/derived from the exude of poppy. • Opioids: a natural or synthetic drug that binds to opioid receptors producing agonist effect. 1/12/2015 9saurabh bhargava
  • 10. Extraction of opium alkaloids • Opium alkaloids are basic drugs i.e alkaline in nature; so extracted by alkaline distillation. • Stas otto method* 1/12/2015 10saurabh bhargava
  • 11. Finely minced biological tissue in flask is mixed with 2-3 times its volume of distilled water Mixture is acidified with non volatile tartaric or dilute sulphuric acid Mixture is subjected to steam distillation until all volatile substances have been carried over to other end At least 25 ml of distillate is collected for extraction of acidic ( alcohol, cyanide, chloraldehyde, chloroform, phenols, petroleum hydrocarbons etc) The material left in flask is made strongly alkaline by addition of 10% NaOH and again steam distilled The distillate is then collected in 5 ml of HCl This acidic distillate is then taken into separating funnel and made alkaline with ammonium solution and extracted with ether-chloroform (3:1) Dried with anhydrous sodium sulphate and evaporated to dryness and this is used for basic drug identification. 1/12/2015 11saurabh bhargava
  • 12. Colour tests for opium alkaloids • Frohde’s Test: – To the dried residue of extract is added one drop of Frohde’s reagent( 1% ammonium molybdate solution in concentrated H2SO4). – A violet colour changing to green and finally blue is observed. • Marquis Test: – To the dried residue of extract is added one drop of Marquis reagent (one drop of formalin in one ml of concentrated H2SO4). – A purple red colour is produced which changes to violet and blue. 1/12/2015 12saurabh bhargava
  • 13. • Zernic Nitric Acid Test: – To the dried residue of extract is added one drop of concentrated HNO3. – Presence of yellow colour is indication of opium alkaloids. • Urotropine Test: – To the dried residue of extract is added a few drops of aqueous solution of urotropine and warmed slightly. – A purple colour changing to blue and then green is observed. 1/12/2015 13saurabh bhargava
  • 14. – This test is performed in direct aqueous acidic solution or in aqueous layer left after extraction of organic poisons. – A few drops of neutral solution of ferric chloride is added to 1-2 ml of aqueous extract. – A blood red colour is produced which is not destroyed by boiling or by adding HCl or mercuric chloride. Test for Meconic Acid: 1/12/2015 14saurabh bhargava
  • 15. Test for Porphyroxine: – A few drops of dilute HCl are added to two drops of acetic acid solution of the residue of extract. – Warmed over a low flame. – Pink or rose red colour are produced. 1/12/2015 15saurabh bhargava
  • 16. Microcrystal Tests For Morphine – These tests are performed with different reagents on the residue of extract. – The crystals formed show definite geometry, characteristics to a particular plant poison. – These tests may be used for screening f the samples. Reagent Type of crystal 5% mercuric chloride Tufts Potassium mercuric iodide Needles 5% potassium iodide Orange plates 1/12/2015 16saurabh bhargava
  • 17. TLC of Opium Alkaloids • Solvent system: – Carbontetrachloride : n-butanol : methanol : 6N ammonia (40:30:3:2) – Xylene : butanone : methanol : diethyleamine (40:40:6:2) • HRf values of opium alkaloids Active component Sys 1 Sys 2 Narcotine 90 74 Papaverine 85 70 Thebaine 80 56 Codeine 60 37 Morphine 40 15 Narceine 25 021/12/2015 17saurabh bhargava
  • 18. • Spraying Reagents: 1. Dragendorff’s reagent (orange/red colour spots) 2. Acidified potassium iodoplatinate (violet/blue or brown violet coloured spot) 1/12/2015 18saurabh bhargava
  • 19. Gas Chromatographic Analysis of Opioids • The purified alkaloids from TLC plate is dissolved in 0.5 ml alcohol and aliquot of 5 microlitre is injected in GLC column. • Method- – Column: length 3 ft, diameter: 1/8” – Material: spiral glass – Stationary phase: 1% high efficiency- 8 B – Carrier Gas: Nitrogen with flow rate of 60ml/min – Temp.: 220C – Detector: FID 1/12/2015 19saurabh bhargava
  • 20. UV and IR Spectrometry of Opioids • Principal peaks of morphine in IR spectra – 805, 1243, 1118, 945, 1086, 833 • λmax (in nm) in diverse media (UV spectrography) – Aqueous acid : 285 – Aqueous alkaline : 298 1/12/2015 20saurabh bhargava